Organic electroluminescent compound, a plurality of host materials and organic electroluminescent device comprising the same
Pending Publication Date: 2022-02-03
ROHM & HAAS ELECTRONIC MATERIALS LLC
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The present disclosure provides an organic electroluminescent compound that can be used in organic electroluminescent devices. By using multiple host materials, the device has lower driving voltage, higher luminous efficiency, and longer lifespan compared to conventional devices. The compound can be used in various layers of the device, such as the hole injection layer, hole transport layer, hole auxiliary layer, light-emitting auxiliary layer, electronblocking layer, light-emitting layer, electron buffer layer, hole blocking layer, electrontransport layer, and electron injection layer. The plural organic electroluminescent materials can be a combination of at least two compounds, which can be in the same or different layers of the device. This allows for greater flexibility and efficiency in device design.
Problems solved by technology
In order to improve luminous efficiency, driving voltage, and / or lifespan, various materials or concepts for the organic layer of an organic electroluminescent device have been proposed, but they have not been satisfactory in practical use.
Method used
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example 1
on of Compound H1-27
[0131]
[0132]Synthesis of Compound 1
[0133]Dibenzofuran-2-amine (20 g, 144.7 mmol), 2-bromo dibenzofuran (23.8 g, 96.47 mmol), Pd(OAc)2 (1.1 g, 4.82 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (3.9 g, 9.65 mmol), NaOt-Bu (13.9 g, 144.7 mmol), and 485 mL of o-xylene were added to a flask and stirred at 160° C. for 3 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesiumsulfate. The residue was dried, and separated by column chromatography to obtain compound 1 (4.9 g, yield: 10%).
[0134]Synthesis of Compound H1-27
[0135]Compound 1 (4.9 g, 12.76 mmol), compound 2 (4.2 g, 14.0 mmol), Pd(dba3)2 (0.584 g, 0.638 mmol), S-Phos (0.523 g, 1.276 mmol), NaOt-Bu (1.8 g, 19.14 mmol), and 65 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was cooled to room temp...
example 2
on of Compound H1-46
[0136]
[0137]Compound 3 (25 g, 74.48 mmol), compound 2 (42.58 g, 81.93 mmol), Pd(OAc)2 (0.16 g, 7.5 mmol), P(t-Bu)3 (0.28 g, 7.5 mmol), NaOt-Bu (14.31 g, 150 mmol), and 284.09 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesiumsulfate. The residue was dried, and separated by column chromatography to obtain compound H1-46 (23.4 g, yield: 50%).
CompoundMWM.P.H1-46628.22256.5° C.
example 3
on of Compound H1-43
[0138]
[0139]Compound 4 (20 g, 56.96 mmol), compound 2 (18.8 g, 57.13 mmol), Pd(OAc)2 (0.13 g, 5.7 mmol), P(t-Bu)3 (0.22 g, 5.7 mmol), NaOt-Bu (11 g, 113.92 mmol), and 227.27 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesiumsulfate. The residue was dried, and separated by column chromatography to obtain compound H1-43 (12.5 g, yield: 34%)
CompoundMWM.P.H1-43644.19249° C.
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Abstract
The present disclosure relates to an organic electroluminescent compound represented by formula 2′ or formula 2″, a plurality of host materials comprising at least one first host compound and at least one second host compound, and an organic electroluminescent device comprising the same. An organic electroluminescent device having improved driving voltage, luminous efficiency, power efficiency and / or lifespan properties can be provided by including the organic electroluminescent compound or a specific combination of compounds according to the present disclosure as a host material(s).
Description
TECHNICAL FIELD[0001]The present disclosure relates to an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device comprising the same.BACKGROUND ART[0002]In 1987, Tang et al. of Eastman Kodak first developed a small molecule green organic electroluminescent device (OLED) of TPD / Alq3 bilayer consisting of a light-emitting layer and a charge transport layer. Thereafter, the development of OLEDs was rapidly effected and OLEDs have been commercialized. Currently, the organic electroluminescent device mainly uses a phosphor having excellent luminous efficiency in realizing a panel. OLEDs having high luminous efficiency and / or long lifespan are required for long-term use and high resolution of the display.[0003]In order to improve luminous efficiency, driving voltage, and / or lifespan, various materials or concepts for the organic layer of an organic electroluminescent device have been proposed, but they have not been satisfactory in pra...
Claims
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